Process of making pyrimidin derivatives.



UNITED STATES PATENT OFFICE.

MAX CONRAD, OF ASOHAFFENBURG, AND WALTER BECKH, OF DARM- STADT, GERMANY.

PROCESS OF MAKING PYRIMIDIN DERIVATIVES.

Patented Feb. 6, 1906.

Original application filed November 3, 1904,8eria1 Ko- 231,267. Divided and this application filed October 21, 1905. Serial Ho- 283,767

To all whom it may concern: Be it known that we, MAX CONRAD, rofess'or of chemistry and doctor of hiloso y, residing at Aschaffenburg,and ALTER norm, 5 doctor of philosophy, residing at Darmstadt, Germany, sub'ects of the German Emperor, have invcnte certain new and useful Imp)rovements in the Manufacture of Pyrimidin erivatives, of which the following is a speciro fication.

This invention has for its object the production of 4-imino-2 .fi-dioxypyrimidin and it consists in a process of condensing cyanaceticacid esters with acidyl-ureas in the presence of condensing agents, such as the alkali alcoholates, the alkali metals themselves, or their amide. V

The following equation ma serve to illustrate the principal reaction w 'ch takes place in the above-mentioned condensation and which is characterized by a contemporary splitting off of the acidyl groups:

In this equation R is an alkyl group, and X is hydrogen or any lmown alkyi or aryl cup.

0 The essential characteristics of the rocess thus indicated will be seen from the 0 lowing specific example:

Exam le: Ninety-nine arts of cyanacetic acid met ylester are mixe with twenty times the quantity of alcohol in which forty-six parts of sodium have been dissolved. After addition of one hundred parts of acetylrurea the mixture is boiled several hours in connection with a reflux condenser. The product of reaction is then neutralized, the alcohol is distilled oii, the residue taken up with water, and the 4-imino-2.6-dioxypyrimidin is set free by acetic acid.

The process proceeds in an analogous mannor for the production of 4-imino-2.6dioxypyrimidin by condensing other cyanaceticacid esters with acid 1 derivatives of urea in the rcsence of alkali-condensing agents.

aving now described our invention and in what manner the same is to be performed, '60 what we claim as new, and desire to secure by Letters Patent, is-

l. The process of producing -imino-26- dioxypyrimidin, which process consists in condensing acidyl derivatives of urea with cyanaeetic-acid esters in the presence of al- Rah-condensing agents.

2. The process of producing 4-im1no-2. dioxypyrimidin, which process consists in condensing acetyl-urea withcyanacetic-acid 7o ester in the presence of an alkali condensing agent.

3. The process of producing 4-imino-2.6- dioxypyrimidin, which process consists condensing acetyirurea with cyanacetic-acid ethyl ester in the presence of an alkali-condensing agent.

MAX CONRAD. WALTER BEOKH.

Witnesses:

, WALTER Housmc,

ERNST MENNEL. 

